Hydrochloric Acid → tert-Butyl 4-{[3'-(aminomethyl)biphenyl-3-yl]methyl}piperidine-1-carboxylate

Participants

Reaction Steps

1,1-Dimethylethyl 4-[(3′-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate (0.517 g, 1.381 mmol) in methanol (138 mL) was applied to H-Cube hydrogenation apparatus. This resultant mixture was run with a Pd(OH)2 cartridge at 1 mL/min, with 1 atmosphere at 20° C. HCl (1.38 mL, 1 N) was then added. One portion was run one time with Pd(OH)2 cartridge at 1 mL/min, 1 atmosphere at 20° C. Another portion was run with 1 run, Pd(OH)2 cartridge at 1 mL/min with 50 atmosphere and 20° C. Both portions were combined for 1 run, Pd(OH)2 cartridge, 1 mL/min with 1 atmosphere at 20° C. The reaction mixture was concentrated to afford the title compound (0.501 g, 87%). LC-MS m/z 381 (M+H)+.

Provenance & Evidence